Plan a proposal sail on a classic yacht with New York City landmark views
2–8 hrs
Up to 6 people
Fuel, docking fees, bottled water
Step aboard a classic 1960s Hinckley sailboat for a proposal-focused charter on New York Harbor. Captain Andy, a U.S. Coast Guard-licensed captain with more than 150,000 nautical miles of experience, can help shape the details of your special moment.
Make the time on the water your own, with a route tailored around your preferences, wind, and tides.
This booking is for the whole experience, which fits up to 6 guests.
Cancel or reschedule at least 5 days before your charter for an 80% refund. No refund within 120 hours of charter time.
Product ID: YATWSX
No. Gratuity is not included in the listed price. An 18–22% gratuity of the total booking price is customary for the captain and crew.
Bring your own drinks and use the onboard refrigerator to chill them. Do not bring glass, red wine, or hard coolers. The captain may limit alcohol service if consumption becomes unsafe.
Shoes are not permitted onboard. Bring cozy wool socks and dress for the weather, with warm layers for cooler evenings or sun hats and lightweight shirts for hot days.
Chelsea Piers Marina, Pier 59
Captain Andy is clearly the heart of this operation, and reviewers can't say enough good things about him. He's consistently described as warm, knowledgeable, and genuinely entertaining, with a gift for making guests feel at ease on the water. His sailboat, the Nanette Marie, earns just as much praise, with guests repeatedly noting how clean, comfortable, and well-maintained it is. The experience itself seems to resonate deeply with people. Sailing past the Statue of Liberty and taking in the Manhattan skyline from the water is something reviewers call a highlight of their entire NYC trip. Captain Andy has also handled special occasions like proposals with care and discretion, which speaks to his attentiveness as a host. Last-minute bookings have gone smoothly too, suggesting a flexible and responsive operation overall.
Not only was the boat amazing, the captain and staff were too! Everything was beyond my expectations.
Krystal Ostrowski
July 14, 2026
Not only was the boat amazing, the captain and staff were too! Everything was beyond my expectations.
Krystal Ostrowski
July 14, 2026
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